NP-MRD: Showing NP-Card for (−)-Bleochrin F (NP0331633)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2023-05-17 12:07:20 UTC

Updated at

2024-09-03 04:16:20 UTC

NP-MRD ID

NP0331633

Natural Product DOI

https://doi.org/10.57994/0621

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(−)-Bleochrin F

Description

(−)-Bleochrin F belongs to the class of organic compounds known as dibenzocycloheptenes. Dibenzocycloheptenes are compounds containing a dibenzocycloheptene moiety, which consists of two benzene rings connected by a cycloheptene ring. Based on a literature review very few articles have been published on (−)-Bleochrin F.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652305172314072D          

 26 29  0  0  0  0            999 V2000
    3.8037    3.6320    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8037    2.8070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5181    2.3945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5181    1.5695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0892    2.3945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0892    1.5695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8037    1.1570    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8037    0.3320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5470   -0.0260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7305   -0.8303    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5189   -1.0735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1237   -0.5123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9120   -0.7555    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9401    0.2920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1517    0.5352    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2162   -1.4753    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3912   -1.4753    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8768   -0.8303    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0884   -1.0735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4837   -0.5123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6953   -0.7555    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6673    0.2920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4556    0.5352    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6392    1.3395    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0344    1.9006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0604   -0.0260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  2  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  4  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 12 14  1  0  0  0  0
 14 15  2  0  0  0  0
  9 15  1  0  0  0  0
 10 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 20 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 23 26  2  0  0  0  0
 18 26  1  0  0  0  0
  8 26  1  0  0  0  0
M  END


  Mrv1652305172314072D          

 26 29  0  0  0  0            999 V2000
    3.8037    3.6320    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8037    2.8070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5181    2.3945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5181    1.5695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0892    2.3945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0892    1.5695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8037    1.1570    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8037    0.3320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5470   -0.0260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7305   -0.8303    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5189   -1.0735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1237   -0.5123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9120   -0.7555    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9401    0.2920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1517    0.5352    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2162   -1.4753    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3912   -1.4753    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8768   -0.8303    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0884   -1.0735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4837   -0.5123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6953   -0.7555    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6673    0.2920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4556    0.5352    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6392    1.3395    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0344    1.9006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0604   -0.0260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  2  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  4  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 12 14  1  0  0  0  0
 14 15  2  0  0  0  0
  9 15  1  0  0  0  0
 10 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 20 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 23 26  2  0  0  0  0
 18 26  1  0  0  0  0
  8 26  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0331633

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=C2C(C3=CC=C(O)C=C3)C3=C(CCC2=CC(O)=C1)C=C(O)C=C3

> <INCHI_IDENTIFIER>
InChI=1S/C22H20O4/c1-26-20-12-18(25)11-15-3-2-14-10-17(24)8-9-19(14)21(22(15)20)13-4-6-16(23)7-5-13/h4-12,21,23-25H,2-3H2,1H3

> <INCHI_KEY>
FUEYESNXMOICOM-UHFFFAOYSA-N

> <FORMULA>
C22H20O4

> <MOLECULAR_WEIGHT>
348.398

> <EXACT_MASS>
348.136159124

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
46

> <JCHEM_AVERAGE_POLARIZABILITY>
37.37752673115797

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-(4-hydroxyphenyl)-4-methoxytricyclo[9.4.0.0^{3,8}]pentadeca-1(11),3,5,7,12,14-hexaene-6,13-diol

> <JCHEM_LOGP>
4.980612557333334

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.890139873124513

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.368232326221202

> <JCHEM_PKA_STRONGEST_BASIC>
-4.845699283670028

> <JCHEM_POLAR_SURFACE_AREA>
69.92

> <JCHEM_REFRACTIVITY>
101.12489999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
2-(4-hydroxyphenyl)-4-methoxytricyclo[9.4.0.0^{3,8}]pentadeca-1(11),3,5,7,12,14-hexaene-6,13-diol

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 17-MAY-23   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   17-MAY-23         0                                  
HETATM    1  O   UNK     0       7.100   6.780   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       7.100   5.240   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       8.434   4.470   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       8.434   2.930   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       5.766   4.470   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.766   2.930   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       7.100   2.160   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       7.100   0.620   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       8.488  -0.048   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       8.830  -1.550   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      10.302  -2.004   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      11.431  -0.956   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      12.902  -1.410   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0      11.088   0.545   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       9.617   0.999   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       7.870  -2.754   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       6.330  -2.754   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       5.370  -1.550   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       3.898  -2.004   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       2.770  -0.956   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       1.298  -1.410   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       3.112   0.545   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       4.584   0.999   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       4.926   2.500   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       3.798   3.548   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       5.713  -0.048   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    5                                                  
CONECT    3    2    4                                                       
CONECT    4    3    7                                                       
CONECT    5    2    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    4    8                                                  
CONECT    8    7    9   26                                                  
CONECT    9    8   10   15                                                  
CONECT   10    9   11   16                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12   15                                                       
CONECT   15   14    9                                                       
CONECT   16   10   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19   26                                                  
CONECT   19   18   20                                                       
CONECT   20   19   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20   23                                                       
CONECT   23   22   24   26                                                  
CONECT   24   23   25                                                       
CONECT   25   24                                                            
CONECT   26   23   18    8                                                  
MASTER        0    0    0    0    0    0    0    0   26    0   58    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₂H₂₀O₄

Average Mass

348.3980 Da

Monoisotopic Mass

348.13616 Da

IUPAC Name

2-(4-hydroxyphenyl)-4-methoxytricyclo[9.4.0.0^{3,8}]pentadeca-1(11),3,5,7,12,14-hexaene-6,13-diol

Traditional Name

2-(4-hydroxyphenyl)-4-methoxytricyclo[9.4.0.0^{3,8}]pentadeca-1(11),3,5,7,12,14-hexaene-6,13-diol

CAS Registry Number

Not Available

SMILES

COC1=C2C(C3=CC=C(O)C=C3)C3=C(CCC2=CC(O)=C1)C=C(O)C=C3

InChI Identifier

InChI=1S/C22H20O4/c1-26-20-12-18(25)11-15-3-2-14-10-17(24)8-9-19(14)21(22(15)20)13-4-6-16(23)7-5-13/h4-12,21,23-25H,2-3H2,1H3

InChI Key

FUEYESNXMOICOM-UHFFFAOYSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
HMBC NMR	[¹H, ¹³C] NMR Spectrum (2D, 600 MHz, CD3CN, experimental)	opatz@uni-mainz.de	Not Available	Not Available	2023-05-17	View Spectrum
COSY NMR	[¹H, ¹H] NMR Spectrum (2D, 600 MHz, CD3CN, experimental)	opatz@uni-mainz.de	Not Available	Not Available	2023-05-17	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, CD3CN, experimental)	opatz@uni-mainz.de	Not Available	Not Available	2023-05-17	View Spectrum
HSQC NMR	[¹H, ¹³C] NMR Spectrum (2D, 600 MHz, CD3CN, experimental)	opatz@uni-mainz.de	Not Available	Not Available	2023-05-17	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, CD3CN, experimental)	opatz@uni-mainz.de	Not Available	Not Available	2023-05-17	View Spectrum

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View

Chemical Shift Submissions

Not Available

Species

Species of Origin

Not Available

Chemical Taxonomy

Description

This compound belongs to the class of organic compounds known as dibenzocycloheptenes. These are compounds containing a dibenzocycloheptene moiety, which consists of two benzene rings connected by a cycloheptene ring.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Dibenzocycloheptenes

Sub Class

Not Available

Direct Parent

Dibenzocycloheptenes

Alternative Parents

Substituents

Dibenzocycloheptene
Anisole
1-hydroxy-2-unsubstituted benzenoid
Phenol
Alkyl aryl ether
Monocyclic benzene moiety
Ether
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Aromatic homopolycyclic compound

Molecular Framework

Aromatic homopolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	4.98	ChemAxon
pKa (Strongest Acidic)	9.37	ChemAxon
pKa (Strongest Basic)	-4.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	69.92 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	101.12 m³·mol⁻¹	ChemAxon
Polarizability	37.38 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

171350918

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Showing NP-Card for (−)-Bleochrin F (NP0331633)

MOL for NP0331633 ((−)-Bleochrin F)

3D MOL for NP0331633 ((−)-Bleochrin F)

3D SDF for NP0331633 ((−)-Bleochrin F)

3D-SDF for NP0331633 ((−)-Bleochrin F)

PDB for NP0331633 ((−)-Bleochrin F)

3D PDB for NP0331633 ((−)-Bleochrin F)

SMILES for NP0331633 ((−)-Bleochrin F)

INCHI for NP0331633 ((−)-Bleochrin F)

Structure for NP0331633 ((−)-Bleochrin F)

3D Structure for NP0331633 ((−)-Bleochrin F)